Boron tribromide → HCID 136096399, compound

HRID 2368624Notes

Reaction equation

HRID 2368624 reaction equation
[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][C:17]4[N:21]=[C:20]([C:22]5[CH:27]=[CH:26][C:25]([O:28]C)=[CH:24][CH:23]=5)[O:19][N:18]=4)=[N:13][N:14]=[C:6]3[N:5]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:4]=2[N:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[NH:10][C:9]2[C:8](=[O:11])[N:7]3[C:12]([CH2:15][CH2:16][C:17]4[N:21]=[C:20]([C:22]5[CH:27]=[CH:26][C:25]([OH:28])=[CH:24][CH:23]=5)[O:19][N:18]=4)=[N:13][N:14]=[C:6]3[N:5]([CH2:30][CH2:31][CH2:32][CH2:33][CH3:34])[C:4]=2[N:3]=1

Participants

4

Reactant 2

HCID 25134Boron tribromideHCID 57600199HCID 57600199, compound

Product 1

HCID 136096399HCID 136096399, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

To a solution of 7-bromo-3-2-[5-(4-methoxyphenyl)-1,2,4-oxadiazol-3-yl]ethyl-9-pentyl-6,9-dihydro-5H-[1,2,4]triazolo[4,3-a]purin-5-one (190 mg, 0.36 mmol) in CH2Cl2 (12 mL) was added a solution of BBr3 in CH2Cl2 (1 M, 7.0 ml, 7.0 mmole) at room temperature. After stirring at room temperature overnight, the reaction mixture was concentrated and purified by preparative LCMS to give the desired product. LCMS calculated for C21H22BrN8O3 (M+H): 513.1, 515.1. Found: 513.1, 515.1.

Workup

  1. concentrationthe reaction mixture was concentrated
  2. custompurified by preparative LCMS

Sources & evidence

ORD record
ord-5d53f9948f494827b29d22a082e80314
Source dataset
uspto-grants-2014_04
Patent number
US08703783B2

Reaction notes

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